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$570,000
4 Beds 3 Baths Summerport Ph 05 SubDv. 34786 Zip Code
A rare opportunity to own a spacious home in Windermere's sought-after Summerport community with top-rated schools, offering over 2,600 square feet of well-designed living space that works for every lifestyle. Built in 2006, this 4-bedroom, 2.5-bath home features a functional open layout with generous living and dining areas, a kitchen with island seating that flows right into the main living space, and comfortable bedroom separation including a private primary suite upstairs. One of the standout features of this property is the rear exposure. With no rear neighbors and the lot backing directly to West Orange Country Club, the backyard offers a level of privacy and open green views that is genuinely hard to find in this price range. Important upgrades include Roof (2021), HVAC(2018) Water Heater(2022). Conveniently located just 20 minutes from Disney World and Disney Springs, with excellent access to shopping, dining, Winter Garden, SR-429, and the location checks just about every box. This remarkable home blends comfort and location is ideal as a primary residence, second home, or Florida retreat with everything you want just minutes away.

4773 Blue Major Drive, Windermere

$634,994
4 Beds 3 Baths Lakes/Windermere SubDv. 34786 Zip Code
Welcome to one of the best opportunities in Windermere's highly sought-after Lakes of Windermere community! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect combination of comfort, convenience, and the Florida lifestyle buyers are searching for. Step inside to discover a thoughtfully designed floor plan featuring spacious living areas, abundant natural light, and stylish updates throughout. The well-appointed kitchen opens seamlessly to the main living spaces, creating an ideal setting for everyday living and entertaining. Upstairs, the generous primary suite provides a private retreat, while three additional bedrooms offer flexibility for family, guests, a home office, or fitness space. Outside, enjoy your own private backyard oasis with plenty of room to relax, dine, and enjoy Florida's year-round sunshine. Whether you're hosting friends, grilling on the patio, or simply unwinding after a long day, this outdoor space is designed for making memories. Located in the heart of Windermere, residents of Lakes of Windermere enjoy resort-style amenities including a community pool, playgrounds, parks, walking trails, sports courts, and scenic green spaces. Just minutes from Disney, Horizon West, Winter Garden Village, Hamlin Town Center, top-rated schools, championship golf, dining, shopping, and major highways, this location offers unmatched convenience while maintaining the charm and character that make Windermere one of Central Florida's most desirable places to live. Whether you're searching for a primary residence, relocating to Central Florida, or looking to enjoy the highly coveted Windermere lifestyle, this move-in-ready home delivers exceptional value in an unbeatable location. Schedule your private showing today and discover why so many buyers are choosing to call Windermere home. *** A/C and Water Heater replaced in 2024. Roof replaced in 2025. Exterior of home repainted in 2022 ***

13013 Overstreet Road, Windermere

$777,000
4 Beds 2 Baths Enclave SubDv. 34786 Zip Code
Located in the highly desirable Enclave at Windermere, this meticulously maintained four-bedroom, two-bath home offers upgraded finishes, private waterfront views, and true move-in-ready condition in one of the area’s most attractive communities. From the moment you arrive, the curb appeal stands out with a stone-accent elevation, tile roof, and paver driveway that reflect the quality and care carried throughout the property. Built in 2014 and spanning 2,380 square feet, the home delivers a layout that is open, bright, and highly functional for modern living. The kitchen serves as the centerpiece, featuring granite countertops, a large gathering island, stainless steel appliances, custom backsplash, and abundant cabinetry. Natural light fills the living and dining areas, creating an inviting environment with views extending toward the outdoor living space and water beyond. The split-bedroom floor plan provides both comfort and privacy, while the overall condition showcases clear pride of ownership. Step outside and the property truly separates itself. A screened private pool overlooks the lake and fountain, creating a peaceful backdrop that feels both relaxing and elevated. The covered lanai offers the perfect space for outdoor dining, entertaining, or enjoying quiet evenings while taking in the water views. This is the kind of setting buyers hope to find but rarely do at this price point. Situated within a community known for its beautiful homes and strong neighborhood appeal, the property offers exceptional convenience to daily essentials and top education options. Sunset Park Elementary is within walking distance, and Windermere Preparatory School is just five minutes away, making this location especially attractive for families seeking both accessibility and quality schooling. The home also provides easy access to shopping, dining, major roadways, and everything Windermere has to offer.

17520 Black Rail Street, Windermere

$554,555
4 Beds 2 Baths Silver Woods SubDv. 34786 Zip Code
WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you will notice the details: beveled glass front door, split floorplan, large dining and living (open concept) and well-appointed kitchen. The kitchen overlooks the Livingroom and dining room, and boost upgrades you are sure to love. Cherrywood cabinets with pullout shelves, glass doors, pantry, under cabinet lighting, decorative lighting in cabinets, stainless steel appliances and upgraded granite counters. Additional cabinets were added to create workspace or an eat in kitchen space. Just off the kitchen if the laundry area with matching cabinets. The spacious living room is positioned with views of the kitchen and dining space with sliders leading to the massive patio space. Two additional bedrooms are located just off the living room with the hall bath set up for a pool bath if you decided to add one. Just off the dining room you will find the primary bedroom with French doors leading to a private patio space. The primary bath includes a walk in closet space, cherrywood cabinets and a walk in shower. The rear patio has just as many endless options as the front courtyard does...dining spaces or entertaining or both! All this in a home and still just minutes to restaurants, entertainment, shopping, the parks and so much more. Land, Site, and Tax Information

9319 Woodbreeze Boulevard, Windermere

$465,000
4 Beds 3 Baths Lake Burden South Ph 2 SubDv. 34786 Zip Code
Welcome to this beautifully upgraded 4-bedroom, 2.5-bath, home with a 2-car garage, located in a quiet and highly desirable Windermere community that truly invites you to enjoy the Florida lifestyle. The spacious primary suite is conveniently located on the first floor, offering comfort and privacy. The home features recent upgrades including a renovated kitchen, updated bathrooms, and new flooring, making it move-in ready. Residents enjoy wonderful community amenities such as a clubhouse, resort-style swimming pool, tennis courts, and scenic walking paths, perfect for relaxing or staying active. Ideally situated just minutes from Walt Disney World, major highways, top-rated A schools, shopping centers, supermarkets, restaurants, and everyday conveniences. This property offers the perfect combination of location, lifestyle, and value, ideal as a primary residence, vacation home, or investment opportunity in one of Central Florida’s most sought-after areas..

7432 Leighside Drive, Windermere

$1,900,000
4 Beds 5 Baths Keenes Pointe Unit 7 SubDv. 34786 Zip Code
The coveted Keene's Pointe lifestyle awaits behind the guarded gates of this world renowned golf community. Perfectly positioned near the tranquil shores of Lake Burden, this Mediterranean-inspired estate and it’s stunning architecture captures the eye and invites you to a front-row seat to the nightly water front display of Walt Disney World fireworks. This custom-built residence showcases exceptional craftsmanship and architectural distinction throughout its 4 bedrooms, 4.5 bathrooms, private office, and expansive upstairs bonus room with a full bath. Designed for both refined entertaining and effortless everyday living, the thoughtfully curated floor plan places the majority of living spaces on the first level, creating seamless flow and comfort. The primary suite is a true sanctuary — a spacious retreat with direct access to the pool and spa, dual vanities, and generous his-and-her closets. Sunlit living areas with dual recessed sliders open the main living areas gracefully to a secluded outdoor oasis, where lush landscaping frames a resort-style heated pool and spa, featuring a sun shelf with a tranquil bubbling fountain and an outdoor kitchen. This private courtyard setting offers rare intimacy and serenity, ideal for sunset gatherings or peaceful evenings under the stars. A rear alley-entry three-car garage enhances both privacy and curb appeal. Just moments away, residents enjoy opportunity for a membership to the renowned Golden Bear Club, featuring a championship course designed by Jack Nicklaus, along with fine and casual dining, tennis and pickleball courts, a resort-style pool, and a state-of-the-art fitness center. Experience one of Windermere’s most coveted addresses — where luxury, leisure, and lifestyle converge. Schedule your private showing today and discover the extraordinary Keene's Pointe lifestyle that awaits.

6330 Lake Burden View Drive, Windermere

$1,950,000
4 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene's Pointe - gated/attended community in Windermere, Florida. This impeccably designed and updated four-bedroom residence offers refined living with three full and two half baths, professionally decorated and showcasing high-end finishes throughout. Perfectly positioned on the 4th tee box of The Golden Bear Club with tranquil pond views, this home delivers timeless elegance and exceptional functionality.The first floor features rich hardwood flooring, plantation shutters, and gracious formal living and dining rooms ideal for entertaining. The luxurious primary suite is a private retreat, complete with custom closets and a spa-like bath featuring a freestanding soaking tub and dual vanities.Upstairs, there are 3 bedrooms and two baths, and a spacious media room features a comfortable sitting area and a dedicated exercise space, all overlooking the golf course—an ideal setting for relaxation, recreation, or work-from-home flexibility.Additional highlights include a 3+ car garage with abundant storage and a separate in-law apartment above the garage with a private entrance and full bath. Currently used as an office, this versatile space is perfect as an in-law suite, guest quarters, or private studio.Thoughtfully designed with premium finishes and breathtaking views, this exceptional home offers Country Club living at its finest. Located in close proximity to shopping, dining, expressways and Disney, as well as top-rated public and private schools.

8160 Tibet Butler Drive, Windermere

$560,000
4 Beds 2 Baths Providence Ph 01 50 03 SubDv. 34786 Zip Code
Searching for a single story, 4-bed home in Windermere near Walt Disney World with space, convenience, and long term value? Nestled between Winter Haven and Lake Wales with all the conveniences nearby, 13237 Fossick Rd offers 4 bedrooms, 2 full baths, 2,516 square feet of living space, a NEW ROOF from 2022, new WATER HEATER from 2022, and a 0.21 acre corner lot in the Providence community, minutes from Disney, Winter Garden Village, and major commuter routes. The concrete block and stucco construction provides durability and classic, easy to maintain Florida curb appeal. From the moment you arrive, the covered front porch with column detail, stone accents, and paver driveway creates a warm first impression. Inside, a light filled formal living room off the foyer offers flexibility as a sitting room, home office, or quiet retreat separate from the main living areas. The kitchen is centrally positioned and overlooks the informal dining space and spacious family room, creating seamless flow for daily living and entertaining. Granite countertops, stainless steel appliances, abundant cabinetry, breakfast bar seating, and a center island provide both function and gathering space. Open sight lines keep everyone connected. The primary suite is generously sized with room for a seating area and direct access to the screened lanai. The ensuite bath features dual vanities, a soaking tub, separate glass shower, and walk in closet. Three additional bedrooms offer ideal flexibility for guests, remote work, or multigenerational living. Step outside to a covered screened lanai that extends your living space year round. The backyard offers green space and mature trees, creating privacy and room to relax after a day exploring Orlando’s attractions. The single level design appeals to buyers seeking long term convenience without stairs. The Providence neighborhood is perfectly located and is zoned for Windermere Elementary, Bridgewater Middle and Windermere High. If you are looking for space, location, and long-term upside in Windermere, this home deserves a closer look. Schedule your private tour today!

13237 Fossick Road, Windermere

$1,825,000
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Experience refined, single-level living in this exceptional custom home located within Keene’s Pointe, Windermere’s premier guard-gated golf and lakefront community. Designed with both privacy and comfort in mind, this beautifully appointed residence offers 4 bedrooms, 4 full baths, a private office, and a resort-style pool and spa. At the front of the home, the dedicated office enjoys tranquil water views, creating an inspiring workspace. Inside, expansive windows frame the sparkling pool and spa, filling the living spaces with natural light and creating a seamless indoor-outdoor ambiance. Contemporary interior updates lend a true “jewel box” feel, with luxury finishes throughout. Neutral designer tones, upgraded Viking appliances, two newer A/C units, and custom iron Cantera double entry doors add both elegance and sophistication. The spacious three-car garage is discreetly tucked at the rear of the property, allowing the home’s striking front elevation and exceptional curb appeal to shine. Situated on an oversized one-third-acre lot overlooking the Camden River, the property offers generous green space and picturesque water views that enhance its impressive setting. Residents of Keene’s Pointe enjoy a sought-after country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, dining, and a vibrant social calendar—making this one of Central Florida’s most desirable places to call home.

6560 Lake Burden View Drive, Windermere

$1,014,500
4 Beds 6 Baths Lake Sawyer South Ph 01 SubDv. 34786 Zip Code
Have you ever dreamed of watching the fireworks from Walt Disney World every single night—from the comfort of your own backyard? This extraordinary, fully remodeled dream home makes that dream a reality.You can also enjoy beautiful natural scenery right from your own backyard.,This is more than a home—it’s a lifestyle. Newer roof (3 years old) and two newer A/C systems (2 years old). Situated on one of the most desirable premium waterfront lots in Lake Sawyer South, this stunning residence also comes with a brand-new roof. From the moment you arrive, you’ll experience a sense of serenity and tranquility, enhanced by breathtaking water views of a large, pristine pond and nightly direct views of Disney fireworks from your spacious screened-in patio. With no rear neighbors and positioned on an end lot, privacy is unmatched. The expansive outdoor space offers plenty of room to add a pool or create the ultimate al fresco dining experience. Relax in your outdoor jacuzzi, gather around the built-in propane firepit, or entertain effortlessly at the built-in bar—all while enjoying seamless indoor-outdoor living through triple sliding glass doors that open into the bright and airy open-concept living space. Designed for entertaining, this home ensures you’re always part of the celebration—whether guests are gathered around the oversized kitchen island breakfast bar, enjoying the formal dining room, or relaxing on the secluded patio. The home features: • 4 spacious bedrooms, each with its own private en-suite • A dedicated office • A loft with potential to become a 5th bedroom • Formal dining room • Front sitting room • Kitchen/family room combination The chef’s kitchen boasts abundant modern cabinetry, granite countertops, stainless steel appliances, and a cozy dinette area. Unwind in your private master retreat overlooking peaceful water views. The suite includes dual walk-in closets and a luxurious en-suite bath with double vanities, a garden tub, and a glass-enclosed shower. Nestled in the charming Town of Windermere—one of Central Florida’s most sought-after communities—this location is often regarded as the crown jewel of the region. Many notable public figures and professional athletes call Windermere home. The property is located within the desirable Berkshire Park community, offering amenities including a large resort-style pool, playground, and tennis courts. Conveniently positioned near major highways, you’re just minutes from Downtown Orlando, Orlando International Airport, world-class dining, shopping, entertainment, walking and biking trails, farmer’s markets, and of course, the magic of Disney. ________________________________________

13226 Jervey Street, Windermere

$1,050,000
4 Beds 3 Baths Windermere Rep SubDv. 34786 Zip Code
Don’t let the 1962 build date keep you from considering this 4 Bedroom 3 Bath home that received a major renovation to the Electrical, Water Heater & Bath Updates in 2016 * New HVAC 2017 and a New Roof in 2018 made obtaining low cost Tower Hill property insurance easy * in 2025 the luxurious Kitchen was updated with a Thermador Natural Gas Range & top of the line Stainless Appliances with Waterfall Porcelain Tops and all Travertine Stone Backsplash with Marble Inlay Deco Panel – This impressive Craftsman 1 story solid block home offers a very spacious and well laid out floorplan with the Primary Suite overlooking the Pool with a Private Covered Porch – The main house also has a covered porch providing 2 entertaining and BBQ options – The huge 32 x 21 Garage is the perfect setup for family vehicles, golf cart and water toys – The separate 22 x 12 pool cabana provides an inviting space for relaxation and gatherings this ultimate Man Cave or She Shed is limited to your imagination and family’s needs * This very large totally fenced private shaded lot with mature landscaping enjoys the convenience of being within walking distance or just a short golf cart ride to Charming Downtown Windermere, offering Boutique Shopping, Dining, Community Events, Award Winning Schools, Weekly Farmers Market & the Monthly Food Truck Friday Night * No HOA or dues * Oversized windows bring in Natural Light and views to the Landscaped Yard * A Public Dock and Beach on Lake Down are a short walk away, offering opportunities for Fishing, Picnics, Sunset Views, and Water Activities on the Lake Butler Chain of Lakes - a defining feature of Windermere living * With close proximity to Winter Garden Village, Restaurant Row, and all of the Area Attractions you are truly in the Heart of it All.

316 E 5th Avenue, Windermere

$770,000
4 Beds 4 Baths Lake Sawyer South Ph 01 SubDv. 34786 Zip Code
This beautifully maintained residence showcases rich engineered oak wood flooring throughout, a designer kitchen featuring quartz countertops with a full-height quartz backsplash, and newer stainless steel appliances. Step into your private backyard retreat with a solar-heated screened pool, propane-heated spa, elegant pavers, and wireless app-controlled access to all pool features. Additional highlights include a Google camera system and full alarm security system for added peace of mind. The spacious primary suite offers a large bedroom, custom walk-in closet, dual under-mount sinks, and a relaxing soaking tub. All bedrooms are conveniently located upstairs, along with a generously sized laundry room complete with cabinetry. A rare 3-car garage features custom built-in storage and an epoxy-finished floor. Enjoy resort-style community amenities including a pool, covered playground, walking trails, golf putting green, basketball, tennis, and pickleball court. Zoned for top-rated Windermere schools and offering views of Disney fireworks. Located on one of the most desirable streets in the community, this is a rare opportunity to own a truly exceptional home in a neighborhood known for its festive Halloween and Christmas decorations.

13263 Strode Lane, Windermere

$2,999,999
4 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-story living room with a fireplace, creating an impressive yet inviting setting for entertaining. Providing access from all rooms to the outdoor living area, the thoughtfully designed floor plan blends elegance and functionality throughout. The kitchen is designed for both everyday living and entertaining, featuring Thermador appliances, including a cooktop, double ovens, warming drawer, microwave, dishwasher, icemaker, and beverage refrigerator. The space overlooks a generous dinette area with direct access to the patio, seamlessly connecting indoor and outdoor living. A formal dining room and a spacious great room provide additional gathering spaces for family and guests. The primary suite, located on the first floor, is a private retreat complete with three closets and a spa-inspired bath showcasing a large walk-in shower, soaking tub, and dual vanities. A second ensuite bedroom is also conveniently located on the main level, along with a well-appointed laundry room featuring built-in cabinetry. Upstairs, the travertine staircase with iron railing leads the way to a large game room with wet bar and French doors opening to an expansive balcony overlooking the pool and golf course. Two additional ensuite bedrooms complete the upper level. Throughout the home, you’ll find plantation shutters, travertine flooring, and hardwood floors, adding warmth and sophistication. The property also features an oversized three-car garage with storage and a large driveway for ample parking.Outdoor living is truly exceptional, with a large swimming pool, covered patio with half bath, and summer kitchen with beverage refrigerator—perfect for entertaining while enjoying serene golf course views. The oversized fenced backyard offers privacy and space to relax or play. Conveniently located to shopping, dining and expressways, as well as top-rated public and private schools, this home has it all!

5145 Latrobe Drive, Windermere

$700,000
4 Beds 4 Baths Summerport Ph 03 SubDv. 34786 Zip Code
Virtually Staged. Welcome to this stunning and spacious single-family home located in the heart of Windermere, offering breathtaking lake views from both the front and rear of the property. With 3,360 sqft heated living space, this beautifully maintained residence features a thoughtfully designed floor plan ideal for comfort and functionality. The first floor includes a private primary suite with its own balcony, providing a serene retreat, as well as a dedicated home office perfect for remote work or study. Generous living areas are filled with natural light and create a seamless connection between indoor and outdoor living. Step outside to enjoy the covered patio and expansive backyard, offering ample space for entertaining, relaxing, or future customization. The property sits on a well-sized lot and is part of a community that features amenities such as a pool, park, playground, and sidewalks. Conveniently located near top-rated schools, shopping, dining, and major roadways, this home delivers an exceptional combination of location, space, and lifestyle. A rare opportunity to own a lake-view property in one of Windermere’s most desirable areas. Schedule your private showing today. SOME IMAGES HAVE BEEN VIRTUALLY STAGED AND/OR DIGITALLY ENHANCED TO ILLUSTRATE THE PROPERTY'S POTENTIAL AFTER UPDATES OR RENOVATIONS.

13609 Ancilla Boulevard, Windermere

$675,000
4 Beds 4 Baths Lakes/Windermere Ph 03 P & Q SubDv. 34786 Zip Code
Beautiful Kensington model by Ashton Woods in desirable Lakes of Windermere with a view of scenic POND from your front porch ! This home features 4 bedrooms, 3.5 bathrooms plus an upstairs multi purpose bonus room with full bathroom (currently used as a 5th bedroom), screened back porch overlooking fenced in brick paver patio with grass area for dogs, aluminum fencing and privacy hedge. Rear alley access to two car garage with expanded driveway. You enter the combo living room/dining room which leads to a huge kitchen with island, breakfast bar plus butler's pantry which can be used for beverage center perfect for entertaining ! The utility room adjacent to the kitchen has cabinets for storage, rod to hang clothes, and barn door. ALL APPLIANCES STAY ! There is room for a big dining table and chairs in the dinette between the open kitchen and family room and 1/2 bathroom off family room for guests. The spacious master bedroom suite has double door entry, walk in closet, and the remodeled & upgraded master bathroom has dual sinks plus separate tub & custom shower. 3 guest bedrooms with bathroom are in a separate wing from the master bedroom. This move in condition home has been lovingly maintained, updated and upgraded with amazing features like a SOLAR POWER SYSTEM (installed 2023 & you only pay $33/month TOTAL to connect to grid), PROGRAMMABLE ROOF LIGHTING (2023), NEW ROOF & GUTTERS (2022), REPLACED 6 WINDOWS ON 1st FLOOR (2022) with Renewal by Anderson windows, custom pantry in kitchen and entertainment center with lighting in the family room, wood look tile throughout home (except in bedrooms & bonus room) for easy care, ETC. List of improvements with dates & costs available. Lakes of Windermere is a charming & family friendly neighborhood with mature trees, community pool, tennis courts, playground, basketball court, volley ball, soccer field, community dock, and nearby dog park, shopping, and restaurants. Walk out front and you can see the nightly Disney fireworks !

6990 Smithshire Lane, Windermere

$515,000
4 Beds 2 Baths Glenmuir 48 39 SubDv. 34786 Zip Code
Oversized .47 Acre Lot | Single-Story Home | Gated Community | Priced to sell | Open and bright single-story home is located in the gated community of Glenmuir. Vaulted ceilings in the formal living and dining rooms, and a kitchen with stainless steel appliances, that opens to the family room. Situated on one of the largest lots in the neighborhood, the backyard offers space to create your own outdoor retreat. The Dawson floor plan offers 4 bedrooms, 2 full bathrooms, and 2,044 square feet of living space, the home features a barrel tile roof, two-car garage, and interior laundry room. AC replaced in 2022. Glenmuir is a gated community with a neighborhood park and playground, basketball courts, soccer field, pavilion, and picnic areas. Conveniently located near Winter Garden Village, Lakeside Village, Walt Disney World, and zoned for top-rated Orange County schools, less than one mile from Windermere Preparatory School.

11355 Arborside Bend Way, Windermere

$1,050,000
4 Beds 3 Baths Butler Bay SubDv. 34786 Zip Code
Discover the charm of the Town of Windermere, Tree City USA, where the sparkling lakes, mature tree canopies, and a quaint ambiance create an exceptional place to call home. Deeply committed to preserving its character while embracing thoughtful cultural progress, Windermere offers a vibrant community filled with playful events. Nestled within the town proper and the gates of Lake Crescent Reserve, this freshly painted, custom 4018 sf home rests on pristine a 1.06 acre lot, showcasing an outdoor oasis. Designed for seamless indoor-outdoor living, this home also features an impressive 1100 sf flex suite with a private entrance, full kitchen, sliding doors to the pool. This area is ideal for a pool party or game area, multigenerational living, private office and work area, fitness center, or other creative space that best suits your needs. From the moment you enter, you’re welcomed into the family room featuring the vaulted ceilings, a wondrous wood-burning fireplace and wet bar conveniently located by the sliding pocket doors to the pool and outdoor entertaining spaces. Overlooking a privately landscaped yard with a new firepit, this home invites you to the perfect balance of year-round entertaining and peaceful retreat, where indoor comfort meets outdoor beauty in effortless harmony. Thoughtful home design is exhibited by a split floor plan, providing flexible spaces for separate conversations, play areas, multigenerational living, or large, scale entertaining. The spacious, well-appointed kitchen features a large eat-in area, SubZero refrigerator, quartz and granite countertops, wood cabinetry, and a center island with a cooktop and countertop eating. The owner’s suite offers a luxurious, recently updated en-suite and generous walk-in closet. Take advantage of the flex-space opportunities, which include the 1100 sf private entrance suite and the expansive second-floor loft with natural light from skylights. Notable upgrades include a Gerard stone-coated metal roof, resurfaced pool, re-sealed patio deck, and oversized septic leach field. Additional features include two water heaters, three-zone HVAC, vaulted family room ceiling, a large, covered lanai with retractable sunscreens on those days you prefer a little shade, and two outdoor kitchen plumbing access points for future expansion of the outdoor living space. Located within the Town of Windermere, residents enjoy exclusive amenities, including access to tennis courts, boat ramps to the various lakes, events, food truck night, farmers market, art and holiday special events, and other exclusive Town of Windermere residents-only events, to mention a few. The recently approved project to enhance the already meaningful community, involves the development of the Windermere Ward Trail and pedestrian bridge to provide safe and convenient access for pedestrians, bicyclists, and golf carts, to safely connect to local recreational areas, businesses, and government.

2931 Sunbittern Court, Windermere

$900,000
4 Beds 5 Baths Windermere Trls Ph 1a SubDv. 34786 Zip Code
Windermere Trails Award Winning Model - Voted #1 Model by HBA 2013 It's surrounded by The Butler Chain of Lakes, with fabulous shopping and dining just minutes away. These are just a few of the celebrated qualities you'll love about Windermere Trails. Located in Windermere, FL, Windermere Trails is a community of new, incredibly energy-efficient homes, ranging 2,260 - 4,400 sq. ft. just south-east of downtown Orlando and is only a short drive to the SR 429 giving you access to the Florida Turnpike, SR 408 and I4; so you're close to all of Orlando's most popular area attractions. If golfing, boating, shopping and great schools are on your list of must-haves, you'll absolutely cherish living at Windermere Trails with Butler Chain of Lakes, several area golf courses and excellent schools, such as Windermere Prep nearby. Every home we build showcases our commitment to providing incredibly energy-efficient homes that let you spend your money on better things than utility bills. After all, we believe in building new homes and communities the way they can, and should be, built. That's why every Meritage home at Windermere Trails is built standard with the following energy- and money-saving features: - Spray-Foam Insulation - ENERGY STAR Appliances - ENERGY STAR Programmable Thermostat - Low-E2 Double pane/tinted Vinyl Windows - Variable SEER 15 HVAC - CFL Lighting and Fixtures - Weather-Sensing Irrigation - Water-Efficient Fixtures - Dual-Flush Toilets - Low VOC Carpets, Paints and Finishes

11835 Gold Creek Trail, Windermere

$423,000
4 Beds 4 Baths Wickham Park SubDv. 34786 Zip Code
Welcome to 12840 Calerdale Ave, Windermere!!!Largest two-story townhome in the community! This desirable end unit features a rear-entry 2-car garage and offers 4 bedrooms and 3.5 bathrooms with a spacious and functional layout. The oversized kitchen is equipped with stainless steel appliances, granite countertops, and 42-inch cabinets, providing plenty of storage and prep space. Tile flooring throughout the first floor adds both style and durability. A convenient first-floor bedroom with a full bath makes the perfect guest suite or home office. Washer and dryer are included for added convenience. Enjoy fresh exterior paint and the benefits of living just steps from a local daycare facility. The community amenities include a sparkling pool and a large gathering room ideal for parties and events. Located close to top-rated area schools, excellent shopping and dining destinations, and just minutes from Disney Parks — this home offers both comfort and an unbeatable location!

12840 Calderdale Avenue, Windermere

$1,265,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Completely renovated and thoughtfully reconfigured in 2023, this stunning 4-bedroom, 3-bath home is located in the highly sought-after, 24-hour gated and guarded community of Keene’s Pointe. Designed for modern living, the home features an open and refreshed layout with new flooring throughout and elegant paneling details that elevate the interior design. The expansive primary suite has been completely reimagined, showcasing a beautifully reconfigured spa-like bathroom and an oversized custom primary closet. The kitchen is equipped with premium appliances including a Thermador panel-ready refrigerator, KitchenAid gas stove, KitchenAid oven/microwave combo, and panel-ready dishwasher — all new in 2023. A new washer and dryer were also added for convenience. Major system upgrades provide peace of mind, including a new roof (2023), new HVAC units (2022 & 2023), and a new hot water heater (2023). The exterior was freshly painted in 2024. An impressive accordion-style glass door seamlessly connects indoor and outdoor living spaces, opening to a spacious, fenced backyard with no rear neighbors — offering both privacy and room to entertain. Keene’s Pointe is home to the Golden Bear Country Club, featuring an 18-hole Jack Nicklaus-designed golf course, restaurant, and tennis facilities, delivering an exceptional lifestyle in one of the area’s premier communities. Conveniently located near shopping, dining, major expressways, and world-renowned tourist attractions, as well as top-rated public and private schools, this turnkey home blends luxury updates, privacy, and prime location — a rare opportunity in Keene’s Pointe.

5837 Caymus Loop, Windermere

$620,000
4 Beds 4 Baths Preston Square SubDv. 34786 Zip Code
Stunning Preston Square Windermere home — 4 beds, 4 baths and approximately 3,400 sq. ft. of heated living space in a functional two-story floor plan featuring multiple living areas, an open kitchen with an eat-in nook and architectural detailing, tray ceilings, custom built-ins, spacious walk-in closets and a versatile bonus room (ceiling fans throughout) that adapts to your lifestyle. Entertain outdoors in your private saltwater pool with outdoor kitchen sink and exhaust fan for effortless barbecues, enjoy peaceful pond views in front and nightly Disney fireworks from your porch, all within a fully fenced yard. Updates include a pool pump replaced ~2.5 years ago, a pool safety door alarm, and fresh paint about six months ago,New Roof, an exceptional offering in a premier Windermere community. Owner relocated .motivated seller. Additional features include all appliances, washer and dryer, and a surround sound system in the downstairs family room.

6840 Helmsley Circle, Windermere

$3,450,000
4 Beds 6 Baths Casa Del Lago Rep SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Experience elevated lakefront luxury living in Windermere with this professionally designed former model home ideally positioned on the shores of Lake Burden. Showcasing 4 bedrooms, 4 full baths, and 2 half baths — including a dedicated pool bath and club room bath — this stunning estate blends timeless architecture, designer finishes, and resort-style outdoor living. Inside, the palatial great room is framed by rich millwork, intricate ceiling details, wood flooring, a circular wet bar, and a stone-accented wine room, while dramatic 10-foot pocket sliding glass doors open completely to the expansive lanai for seamless indoor-outdoor entertaining. The chef’s gourmet kitchen impresses with a massive waterfall-edge island, chef-grade appliances, and two oversized walk-in pantries, flowing effortlessly into the formal dining room highlighted by a statement mirrored ceiling and the light-filled morning room. The first-floor primary suite offers tranquil lake views and a spa-inspired bath with a freestanding soaking tub and oversized walk-in shower. A private den and guest bedroom complete the main level. Upstairs, enjoy a spacious club room with wet bar, dedicated media room/home theater, two additional bedrooms, generous storage space, and a covered balcony overlooking the pool and Lake Burden. Step outside to your private backyard oasis featuring a custom resort-style pool and spa, sunken fire pit lounge, and a fully equipped outdoor kitchen with gas grill, sink, beverage center, and “L”-shaped bar seating — perfect for entertaining or relaxing while enjoying nightly sunset views and Disney fireworks over the water. Recent updates provide peace of mind, including exterior paint (2021), interior paint (2021 & 2025), new carpet (2021), and tankless water heater (2024). A rare opportunity to own a luxury waterfront estate in Windermere, this exceptional home delivers elegance, comfort, and unforgettable views in one of Central Florida’s most desirable lakefront communities.

12120 Montalcino Circle, Windermere

$1,699,000
4 Beds 5 Baths Providence SubDv. 34786 Zip Code
Experience refined lakefront living in this exceptional Windermere residence, ideally positioned on Little Lake Sawyer.  Set on an oversized homesite, this property offers a rare combination of privacy, natural beauty, and everyday luxury in one of Central Florida’s most desirable communities – Windermere.  The home features an open, light-filled floor plan with expansive windows, sleek flooring, and soaring cathedral-style ceilings, creating an inviting environment for both everyday living and entertaining. Thoughtful updates throughout include fresh interior paint, updated luxury bathrooms, and energy-efficient LED lighting.  Floorplan showcases 4 bedrooms plus an office ( could be 5th bedroom ) PLUS a rare and highly desirable feature, the attached in-law suite includes a private bedroom, full kitchen, and sun-filled living area, offering an elegant and flexible solution for guests, multigenerational living, or a secluded private retreat.  At the center of the home is a well-appointed chef’s kitchen with custom cabinetry, stainless steel appliances, solid surface countertops, and a walk-in pantry. Designed with entertaining in mind, the kitchen also offers granite countertops, dual dishwashers, and a wet bar complete with a wine refrigerator, ice maker, and refrigerated drawers.  The primary suite serves as a private retreat, featuring a balcony with sweeping lake views—perfect for enjoying morning coffee or unwinding in the evenings with distant Disney fireworks.  Additional highlights include surround sound wiring with built-in speakers in the main living area and the convenience of washer and dryer sets located on both the main and upper levels.  Outdoor living is elevated with a private boat dock and electrical lift, providing effortless access to boating and waterfront enjoyment on Lake Sawyer. The home has a very large yard and ready for a pool offering the opportunity to further customize your outdoor space.  Residents enjoy a well-maintained community with a pool and scenic walking paths, all while being just minutes from Windermere’s top-rated schools, dining, shopping, major highways, and world-class attractions.  This is more than a home—it’s a lakefront lifestyle defined by comfort, elegance, and the timeless appeal of living on the water in Windermere.

13120 Zori Lane, Windermere

$1,210,000
4 Beds 4 Baths Lake Cawood Estates SubDv. 34786 Zip Code
NEW PRICE - SELLER MOTIVATED! Welcome to this stunning single-story luxury estate located in the highly sought-after gated community of Lake Cawood Estates in Windermere, Florida. Situated on nearly a full acre at the end of a cul-de-sac, this beautifully maintained four-bedroom, three-and-a-half-bathroom home offers over 4,400 square feet of spacious, thoughtfully designed living with a three-car garage and exceptional privacy. A long driveway and inviting covered front porch create a warm welcome, while soaring ceilings and tranquil pool views greet you the moment you step inside. The open floor plan is ideal for entertaining and everyday living, featuring a grand living room with gas fireplace, formal dining room with wet bar, expansive family room, and a versatile game or bonus room perfect for a media space, home office, or guest retreat. The gourmet kitchen opens seamlessly to the breakfast nook and family room and is beautifully appointed with granite countertops, stainless steel appliances, built-in double ovens, and a large center island. The luxurious primary suite offers tray ceilings, a private fireplace, sitting area, and abundant natural light, along with a spa-inspired ensuite featuring dual vanities, a jacuzzi tub and two spacious walk-in closets. Three additional bedrooms are generously sized with large closets and a convenient cabana bath provides direct access to the outdoor living area. Step outside to your private resort-style retreat featuring a screened heated pool and spa, expansive paver patio, and a fully equipped summer kitchen designed for year-round Florida living and entertaining. Large sliding doors provide seamless indoor-outdoor flow, enhancing the home’s open and airy feel. Built in 2004 and extensively upgraded for modern comfort and peace of mind, this move-in-ready home features a brand-new roof (2024), new A/C system (2024), new well system (2025), new water filtration system, new saltwater pool system (2025), fresh interior paint (2025), updated lighting and fans (2024), and new kitchen and laundry appliances including a GE Café refrigerator and dishwasher and Samsung washer and dryer. The property operates on well and septic, providing efficiency and long-term value. Ideally located near top-rated dining, shopping, and everyday conveniences, this exceptional home is approximately 15 minutes from Walt Disney World and less than 30 minutes from Orlando International Airport. This rare opportunity combines luxury, space, and major system upgrades in one of Central Florida’s most desirable communities. Schedule your private showing today and experience the lifestyle you’ve been dreaming of.

13734 Lake Cawood Drive, Windermere

$1,750,000
4 Beds 5 Baths Harbor Isle SubDv. 34786 Zip Code
Under contract-accepting backup offers. Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court with double pickleball courts (or tennis or basketball), set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of amenities, right at home. Through the grand entrance, the formal living room is bright and chic, with ceiling niche lighting and picturesque windows to enhance the details of this beautifully-crafted estate. Formal living, wine bar, and fabulous chef’s kitchen with breakfast nook with built-ins, plus generously-sized family room enhance your largest gatherings and everyday living. The chef’s kitchen with island and preparation sink feature gas cooktop with hood, stainless appliances, and double ovens. The vast owner’s retreat spans the entire south wing of the house and includes a lovely sitting area, French doors to the patio, large walk-in closets, and a spa-like bath with double vanities, jetted tub, and large shower. Two additional bedrooms are located on the opposite side of the house on the first floor with a Jack and Jill bath and a secondary bed and bath are upstairs off a large game room. The resort-style pool and spa with mammoth paver patio decking and summer kitchen offers a private outdoor retreat under a large screen enclosure. New carpeting and new Plantation shutters just installed. Harbor Isle is an exclusive gated community of just 31 home sites, perched along the shores of Lake Down on The Butler Chain, and on the east side of Windermere offering easy access to downtown Orlando, theme parks, Restaurant Row, and the best shopping options in Central Florida.

3013 Seigneury Drive, Windermere

$710,000
4 Beds 4 Baths Windermere Trls Ph 5a SubDv. 34786 Zip Code
Beautiful 4 Bedroom, 4 Bathroom Home in Highly Sought-After Windermere Trails ! Welcome to this exceptional single-family residence located in the desirable Windermere Trails community. This well-appointed two-story home offers a functional and spacious layout with all four bedrooms located on the main floor, plus an expansive second-floor loft with a full bathroom and walk-in closet, perfect as a bonus room, media room, or private guest suite. The open-concept main living area features a bright and inviting living room with built-in display cabinetry, a gourmet kitchen, and a cozy breakfast nook, complemented by a separate formal dining room ideal for gatherings. The kitchen is a chef’s delight with granite countertops, double ovens, a butler’s pantry, and a large central island. The primary suite, conveniently located on the main level, includes an ensuite bath with upgraded finishes. Three additional guest bedrooms and two full bathrooms complete the main floor. All bathrooms feature granite countertops for a cohesive upscale look. Built in 2014, this home showcases a tile roof for added durability and curb appeal. The garage includes a built-in sink, an accessibility ramp, refrigerator providing excellent storage and utility options. As an added bonus, the home is being offered fully furnished, including living room furniture, bedroom sets, side tables, and even a patio swing—making this truly a move-in-ready opportunity. Located in a top-rated school zone from elementary through high school, this home is not one to miss. Experience the beauty and convenience of Windermere Trails living—schedule your private showing today!

9047 Reflection Pointe Drive, Windermere

$2,895,000
4 Beds 5 Baths Lake Down Estates SubDv. 34786 Zip Code
Under contract-accepting backup offers. Set against the shimmering waters of Little Lake Down, this extraordinary lakefront home offers an elevated expression of luxury living. Thoughtfully designed to maximize sweeping water views, the residence delivers a refined yet inviting atmosphere ideal for both intimate living and grand entertaining. As you step inside you are greeted by a spacious open floor plan, highlighted by a wood-burning fireplace, and captivating views of the pool, backyard, and lake. At the heart of the home, a chef’s kitchen stands as a true centerpiece, appointed with top-of-the-line appliances and two expansive center islands, it’s the perfect place for family gatherings. The kitchen opens to a large family room and breakfast nook providing effortless flow for daily living, enhanced by panoramic lake views that bring the outdoors in. The primary suite serves as a luxurious retreat, featuring peaceful water views and a spa-like bathroom with dual vanities, a walk-in shower, and an elegant soaking tub. Additional first floor amenities include a guest bedroom, a home office, and a pool bath. Upstairs, you will find two additional bedrooms, a spacious bonus room, and a private balcony overlooking the lake. Outdoor living rivals a private resort with a large, covered lanai, sparkling pool, spa, and an expansive backyard that leads to a private boat dock with a boat lift and jet ski parking. With direct access to the Butler Chain’s interconnected lakes there will be no shortage of things to do on the weekend. Enjoy being just minutes from Windermere A rated schools, the Friday farmers market, quaint eateries, and a short drive to world class shopping, fine dining, and the Disney and Universal theme parks. This is more than a home, it is a rare opportunity to own a private lakefront retreat on the Butler Chain of Lakes, where luxury, lifestyle, and location converge in one truly exceptional offering.

10870 Bayshore Drive, Windermere

$716,000
4 Beds 4 Baths Enclave At Berkshire Park SubDv. 34786 Zip Code
Beautifully updated home with peaceful pond views from the front creates an idyllic setting to call home. High end finishes can be found throughout including: engineered white oak hardwood floors, designer light fixtures, fully remodeled transitional kitchen with quartz counters and stainless steel appliances, luxuriously updated baths, laundry room, and family room with custom built ins and electric fireplace for added warmth and ambiance. Major upgrades provide peace of mind: new roof (2021), new HVAC systems for both levels (2023 & 2025), and a fully re-screened lanai (2025). Backyard landscaping refreshed in 2024 with a low-smoke fire pit, perfect for outdoor entertaining. This home will accommodate any style of living with it’s modern updates, thoughtful improvements, and scenic water views. You’re Home!

13912 Darchance Road, Windermere

$3,350,000
4 Beds 4 Baths Lakes SubDv. 34786 Zip Code
Under contract-accepting backup offers. Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with artisan leaded glass. Inside, the great room makes an immediate statement with soaring 23’ cathedral ceilings and a striking Tennessee river rock fireplace. Entertain in the showstopping formal dining room, where oversized picture windows perfectly frame the lake. Designed for everyday comfort, the majority of the living space including all bedrooms is located on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a sunlit breakfast area with spectacular water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-inspired bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Generous secondary bedrooms offer ample closet space and well appointed baths, including a steam shower. Outdoors is where this home truly shines. Enjoy mature landscaping and colorful gardens, plus a motorized screened lanai with a chef-worthy summer kitchen pizza oven, prep area, grill, refrigerator, and TV alongside the pool, heated spa, and gas firepit. The desirable southern exposure delivers refreshing lake breezes and comfortable outdoor living without harsh afternoon sun. The custom floor plan maximizes lake views throughout, and the partially enclosed dock is a rare find grandfathered in, with a boat lift and side jet-ski lift. Additional highlights include newer doors and windows and a tile roof. The Lakes neighborhood also offers a community boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes from major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you. Be sure to explore the virtual tours.

10577 Down Lakeview Circle, Windermere